Synthesis of Three Dimensional π-Systems with Bowl Structures by the Top-down Approach and Developments of Their Functions

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Novel functional organic compounds having a bowl-shaped structure with three dimensional π-system were synthesized by the top-down approach from fullerenes. The synthetic methods for cleavage of the σ- and π-bonds of fullerenes were developed. The redox properties were controlled by chemical modification of the functional groups at the rim of the molecules. It was revealed that the material gives higher open-circuit voltage when used for organic thin-layer photovoltaic devices. Furthermore, it was possible to encapsulate a small molecule inside the π-system.